2,2’-[(1E,1’E)-{[Hexa-2,4-diyne-1,6-diylbis(oxy)]bis(2,1-phenylene)}bis(ethene-2,1-diyl)]bis(4H-chromen-4-one)

• Published in: MolBank Vol. 2023; no. 2; p. M1621
• Main Authors: Malafaia, Daniela, Sousa, Joana L. C., Silva, Artur M. S., Albuquerque, Hélio M. T.
• Format: Journal Article
• Language: English
• Published: Basel MDPI AG 01-06-2023
• Subjects: 1,3-diyne; 2-styrylchromone; Biological properties; Chemical bonds; Chromatography; Conflicts of interest; copper catalysis; Cytotoxicity; Ethylene; Molecular structure; NMR; Nuclear magnetic resonance; propargylation; terminal alkyne homocoupling
• ISSN: 1422-8599; 1422-8599
• DOI: 10.3390/M1621

2-Styrylchromones (2-SCs) are interesting compounds for their biological properties as well as versatility as starting materials for further transformations. Herein, we disclose a new 2-SC derivative—2,2’-[(1E,1’E)-{[hexa-2,4-diyne-1,6-diylbis(oxy)]bis(2,1-phenylene)}bis(ethene-2,1-diyl)]bis(4H-chromen-4-one)—which is a dimeric compound formed by two units of 2-SC linked through a 1,3-diyne moiety. It was obtained in excellent yield (96%) through the copper-catalyzed homocoupling of two molecules of O-propargyl-2-SC. Its structure was unveiled by 1D (1H and 13C) and 2D (HSQC and HMBC) NMR techniques together with HRMS.